Synthesis of spiroketals under neutral conditions via a type III ring-rearrangement metathesis strategy |
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Authors: | Mandel Jérémie Dubois Nathalie Neuburger Markus Blanchard Nicolas |
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Institution: | Université de Haute-Alsace, Ecole Nationale Supérieure de Chimie de Mulhouse, Laboratoire de Chimie Organique et Bioorganique EA4566, 3 rue A. Werner, 68093 Mulhouse Cedex, France. |
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Abstract: | A conceptually novel approach to spiro- and dispiroketals of various ring-sizes under neutral conditions has been designed which complements the classical thermodynamically driven tactic. Key steps involved the formation of α-alkoxyfurans, their 4+2] or 4+3] cycloaddition reactions and the ring-rearrangement metathesis of the resulting oxabicycles. |
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